反応 #77690

反応方程式

sodium borohydride

sodium hydroxide

(7α)-7-ethyl-3-methoxyestra-1,3,5(10),14-tetraen-17-one

→

(7α,17β)-7-ethyl-3-methoxyestra-1,3,5(10),14-tetraen-17-ol

収率 98.7%

溶媒

methanol

dichloromethane

methanol

反応条件

後処理

1. 1
   その他quenched with acetone (4 ml)
2. 2
   workup.ADDITIONpoured into a saturated aqueous solution of ammonium chloride
3. 3
   抽出The product was extracted into ethyl acetate
4. 4
   洗浄the combined organic phases were washed with brine
5. 5
   乾燥dried over sodium sulfate
6. 6
   濃縮concentrated under reduced pressure

実験手順

ix)—A solution of sodium borohydride (0.21 g) and sodium hydroxide (0.44 g) in methanol (50 ml) was added dropwise to a solution of (7α)-7-ethyl-3-methoxyestra-1,3,5(10),14-tetraen-17-one (4.31 g) in dichloromethane (12 ml) and methanol (20 ml), cooled to 0° C. The reaction mixture was stirred for 1.5 h, quenched with acetone (4 ml), and then poured into a saturated aqueous solution of ammonium chloride. The product was extracted into ethyl acetate; the combined organic phases were washed with brine, dried over sodium sulfate and concentrated under reduced pressure, to give (7α,17β)-7-ethyl-3-methoxyestra-1,3,5(10),14-tetraen-17-ol (4.28 g). The product was used in the following step without further purification.

出典